PREPARATION AND CHEMISTRY OF SOME PENTASUBSTITUTED PHOSPHORUS COMPOUNDS

A series of trisubstituted phosphorus compounds have been allowed to react with diethyl peroxide. Materials with only phenyl and ethoxy groups bonded to phosphorus react to give pentasubstituted phosphorus compounds. The compound diphenyltriethoxyphosphorane undergoes pseudorotation at room temperature. At -60° pseudorotation has been slowed sufficiently so that two kinds of ethoxy groups are observed in the 1H nmr spectrum. Dimethylphenylphosphine and trimethylphosphine react with diethyl peroxide to give substances which appear to be equilibrium mixtures of the pentasubstituted phosphorus compound and the phosphonium ethoxide. Various N,N-dialkylaminophosphines react with diethyl peroxide to give pentasubstituted compounds or the phosphine oxide. Products of the exchange of ethoxy groups for the N,N-dialkylamino groups are also observed. © 1969, American Chemical Society. All rights reserved.